Vice President, Delivery & Deployment Operations
Company: BetterUp
Location: Schiller Park
Posted on: January 13, 2026
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Job Description:
Even our candidate experience is different. And when you get an
offer from us (and accept it), you get way more than a paycheck.
You get a personal BetterUp Coach, a development plan, a trained
and coached manager, the most amazing team you’ve ever met (yes,
each with their own personal BetterUp Coach), and most importantly,
work that matters. This makes for a remarkably focused and
fulfilling work experience. Frankly, it’s not for everyone. But for
people with fire in their belly, it’s a game-changing,
career-defining, soul-lifting move. Join us and we promise you the
most intense and fulfilling years of your career, doing
life-changing work in a fun, inventive, soulful culture. If that
sounds exciting—and the job description below feels like a fit—we
really should start talking. We are a hybrid company with a focus
on in-person collaboration when necessary. Employees are expected
to be available to work from one of our office hubs at least two
days per week, or eight days per month. Our US hub locations
include: Austin, TX; Chicago, IL; New York City, NY; San Francisco,
CA; and the Washington, DC metro area. If this is a role based in
Europe, our Europe hub locations are London, UK and Amsterdam, NL.
Please ensure you can realistically commit to this structure before
applying. The Opportunity Were creating a new executive role to
lead BetterUps evolution from point solution to an enterprise
platform. As VP of Delivery & Deployment Operations, youll build
and scale the function that turns complex enterprise deals into
measurable customer outcomes—owning everything from configuration
and integrations to change management and accelerated adoption.
This is a builders role. Youll architect our deployment operating
model, lead both named deployment resourcing pods and shared
services, and define how customers operationalize BetterUp within
their organizations for lasting impact. What Youll Own Build the
Function • Define the vision, structure, and operating model for
enterprise deployment at scale • Design the balance between
high-touch professional services and scalable shared infrastructure
• Create playbooks for configuration, integrations, change
management, and customer operating model enablement Lead the Team •
Build and lead a global delivery organization across onshore and
offshore models • Direct leadership of Client Delivery Directors,
Platform Configuration, and Change Management experts • Direct
leadership of Partner Operations shared services infrastructure •
Dotted-line oversight of forward-deployed engineering and product
resources Drive Outcomes • Own KPIs for deployment quality,
cost-to-serve, and time-to-value • Ensure seamless handoffs from
Sales, Solution Engineering to Deployment to Client Advisory •
Build feedback loops between field learnings and product innovation
What Success Looks Like • Customers achieve faster time-to-value
with clear, sustainable operating models around BetterUp • A
codified, scalable deployment playbook exists across all
workstreams • The function operates with clear accountability for
cost, quality, and delivery performance • Partners experience a
seamless journey from signature to activation—driving retention and
expansion You Bring • 15 years in enterprise software, SaaS, or
platform environments leading complex deployments or professional
services organizations • Experience building and managing global
delivery teams with mixed resourcing models
(onshore/nearshore/offshore as well as forward deployed technical
teams) • Track record designing operating models for
high-complexity, multi-workstream enterprise implementations •
Strong P&L acumen—youve managed delivery margin, utilization,
and cost-to-serve metrics • Builder mindset: you thrive in
ambiguity, operate from first principles, and scale systems and
people simultaneously • Ability to translate technical complexity
into business outcomes for executive stakeholders First-Year
Priorities • Assess and refine the existing organization to
establish world-class operational standards • Document the
end-to-end deployment playbook • Optimize the model between
dedicated account resources and shared services • Define and
implement performance metrics across high-touch and scaled delivery
• Pilot refined approaches with strategic partners and scale what
works • Build the talent, systems, and global capabilities for
deployment excellence at scale Benefits: At BetterUp, we are
committed to living out our mission every day and that starts with
providing benefits that allow our employees to care for themselves,
support their families, and give back to their community. • Access
to BetterUp coaching; one for you and one for a friend or family
member • A competitive compensation plan with opportunity for
advancement • Medical, dental, and vision insurance • Flexible paid
time off • Per year: o All federal/statutory holidays observed o 4
BetterUp Inner Workdays o 5 Volunteer Days to give back o Learning
and Development stipend o Company wide Summer & Winter breaks •
Year-round charitable contribution of your choice on behalf of
BetterUp • 401(k) self contribution
Keywords: BetterUp, Gary , Vice President, Delivery & Deployment Operations, IT / Software / Systems , Schiller Park, Indiana
